Organic Chemistry Laboratory I - Chem 341

Quiz 7b

1. Calculate the oxidation state of the labeled carbon atom and determine whether this reaction is an oxidation, a reduction, or neither. (2 Pts)

2. Propose a stepwise arrow pushing mechanism for the following organic reaction. (3 Pts)

3. In the functional group region of the IR spectrum, estimate the absorption region associated with a carbon nitrogen triple bond (nitrile). (1 pt)

A nitrile bond stretch is around 2250 cm^-1.

4. Circle the compound that is most consistent with the following FT-IR spectrum. (1 pt)

5. Define or give an example to explain the following NMR term: coupling constant. (2 pts)

The distance between the peaks in a split signal is expressed in Hz and is called a coupling constant. The value is a quantitative measure of the magnetic interaction of nuclei whose spins are coupled. Protons that are coupled to each other will have the same coupling constant.

6. Consider the compound below and answer the following questions regarding the ¹H NMR spectrum for that compound.

(a) How many different types of protons (i.e. how many unique signals) will appear in the spectrum? (1 pt)

Four